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(+/-)-1-(Oxiranylmethyl)-2,4-imidazolidinedione → (+/-)-1-[3-[[(2,3-Dihydro-1,4-dioxino-[2,3-b]pyridin-3-yl)methyl](phenylmethyl)amino]-2-hydroxypropyl]-2,4-imidazolidine-dione
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | (+/-)-1-(Oxiranylmethyl)-2,4-imidazolidinedione | HCID 22020929 | — |
| 反応物 | 2,3-dihydro-N-(phenylmethyl)-1,4-dioxino[2,3-b]pyridine-3-methanamine | HCID 22020930 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | (+/-)-1-[3-[[(2,3-Dihydro-1,4-dioxino-[2,3-b]pyridin-3-yl)methyl](phenylmethyl)amino]-2-hydroxypropyl]-2,4-imidazolidine-dione | HCID 22020928 | 62.9% |
反応手順
A mixture of 2,3-dihydro-N-(phenylmethyl)-1,4-dioxino[2,3-b]pyridine-3-methanamine (0.0059 mol) and intermediate (18) (0.00497 mol) in methanol (30 ml) was stirred and refluxed overnight. The solvent was evaporated. The residue was purified by short open column chromatography over silica gel (eluent: CH2Cl2/2-propanone 96/4, 90/10 and 80/20), then CH2Cl2/CH3OH 96/4 and 90/10). The product fractions were collected and the solvent was evaporated, yielding 1.29 g of (±)-1-[3-[[(2,3-dihydro-1,4-dioxino-[2,3-b]pyridin-3-yl)methyl](phenylmethyl)amino]-2-hydroxypropyl]-2,4-imidazolidine-dione (compound 12).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07423048B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-0eef55918a5646fd87a8980242071fb0 |
| 出典メモ | uspto-grants-2008_09 |